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Originally Posted by x2drich2000
This seems to have been glanced over here and something I've heard recommended for years. I've never considered my purchases/sales in the past to be a true business so never bothered really considering it, but as my sales have started picking up in both volume and dollar amount, I've started to get more curious about it. Anyone willing to comment on the legality of doing so and, if legal, would it really be worth the effort?
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If you declare as a business, the IRS has some recommendations to consider. It's thoroughly discussed on the 1099-k thread on the Blowout Baseball forum.
But basically, if you are attempting to make money in the endeavor, and would likely turn a profit in 3 out of 5 years, you're probably a business based on the IRS definition. As such, you get to debit quite a bit of your other expenses rather than just item cost. I think the IRS would be accepting of it if you do it consistently in the future, not flip-flop every year based on whichever way is most preferential to you every year.
You will have to keep or find a lot more paperwork, I'd bet, and you'd probably want someone to help you prepare your taxes, at least the first year.
Some of this is also happening, I'm sure, with the bitcoin kids, since the IRS instructions state that if you're buying in with the intent to sell for a profit, they can be taxed like any other investment.